ORGN 188 |
| Treatment of N-(2,2-diphenyl-4-pentenyl)-acetamide with a catalytic 1:1 mixture of AuCl[P(t-Bu)2o-biphenyl] and AgOTf at 80 oC in dioxane for 21 h led to isolation of 1-(2-methyl-4,4-diphenyl-pyrrolidin-1-yl)-ethanone in 99% yield. This process tolerates polar functionality including esters and unprotected primary alcohols, and internal olefinic substitution. The protocol also proved effective for the formation of dihydroindoles as well as piperidines.
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
